Vacation Rentals & Apartments in St. Simons Island

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Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$115

Sea Pines home with private pool. Light filled and open floor plan.

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$356

Walk-in Amelia Island Beachside Villa

Amelia Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Mrs” Perfect in every way. Condo was spotless and had everything we could need. Pool was right out the door. Couldn't see the beach from the Condo but a very short walk We had a small maintance problem. Made one phone call and it was fixed within the hour. We will be back

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$172

Oceanfront, Sea Pines, 22 Black Skimmer Ln.

Hilton Head house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 9 minutes

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$1,637

Sea Pines, 4 BR, 3 Bath, 2 kings, sleeps 10 , Pool

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$655

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$345

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1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$287

Serenity Sleeps

Hinesville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$98

Large Island Style One Story Home 5 bds / 3 Full Bath Sleeps 9 Duck Pond

Saint Simons Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$401

2BR Beach Escape and Condo at Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again should we return to the area! Thanks for sharing your beautiful vacation home!!!

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$224

Enjoy the Ocean View - Just steps from the Pool & Beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$447

Beach, Tennis, Golf Resort, Hilton Head

Hilton Head studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$131

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$287

An Oasis of Relaxation

Saint Simons Island condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$127

LOFT Extended Stay and Suites

Bluffton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$98

Cheerful Modern Family Friendly Home

Jacksonville townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 1 minutes

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$128

Best South Island Location Gated Luxury Condo sleeps 5 pool fitness 75 mgbs WIFI

Saint Simons Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$155

Completely Remodeled Coastal Condo

Saint Simons Island townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“nice place” The Condo was very nice & very clean, we enjoyed our stay and the owner was very nice and also gave us details on good places to eat and things to see. St Simon Island was beautiful. The only thing was we thought we could fish on the place but was told we could not by another owner.The owner did give us a place on a pier just 1/2 mild from were we stayed to fish and it was beautiful. It would have been a little more convenient if there had be a TV up stairs since we did not care to watch most of the things our husbands watch, but other than these two things it was great.

Responds fast! avg. 1 hour 35 minutes

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$155

Entire Beach Bungalow - Near Jax Beach Pier - 10 min from Mayo Clinic!

Jacksonville Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$247

Relax in a Happy Place

Edisto Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$257

2Br 2Ba 1st FL Villa at Brigantine Qtr., Shipyard

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$181

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$241

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$803

Black Pearl Cove a Luxury Nature Resort- Explore your own Private Island

Townsend house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$1,779

Magical Beach Condo: Walk to Beach, Washer/Dryer in Condo, Free WIFI

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice Location” Great location, We enjoyed our stay. A little bit of a walk to the beach. I wish Cocos would have been open.

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$148

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$484

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$510

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$252

{Hidden Gem} Beach Home Blocks from Ocean +6 Bikes

Jacksonville Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$229

Saltwater Solace - Frippin Out On Fripp Island

Fripp Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$338

NEW LISTING! Introducing Your Dream Getaway in Sea Pines, Hilton Head

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$401

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$413

Oceanfront Paradise On Amelia Island, Florida!

Fernandina Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$746

Charming 1910 Victorian Home near Forsythe Park

Savannah house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private pool, Golf course on site or within 15 min walk

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Price per night from

$229

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rentals in St. Simons Island

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